Synthesis of sweet-tasting methylthio derivatives of D-fructose and sucrose.
1,6-Di-S-methyl-1,6-dithio-D-fructofuranose and its bis(S-oxide) and bis(S,S-dioxide) are described. On examination for sweetness, the oxygenated compounds were neutral but the parent compound was 15-20 times sweeter than sucrose, and 1',6'-di-S-methyl-1',6'-dithiosucrose was slightly less sweet than sucrose.
Gan
L X
LX
Whistler Center for Carbohydrate Chemistry, Purdue University, West Lafayette, Indiana 47907.
Whistler
R L
RL
Daniel
J R
JR
D002240:Carbohydrate Sequence; D005421:Flavoring Agents / Q000138:chemical synthesis* / Q000737:chemistry; D005632:Fructose / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D013395:Sucrose / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D005421:Flavoring Agents; D005632:Fructose; D013395:Sucrose